For STR Operators with 10–40 Properties
The Direct Booking Flywheel rebuilds your direct channel into a self-compounding revenue engine.
Five AI agents. One human strategist.
90-day payback guarantee · 7-day launch · Cancel anytime · You own the site forever.
Runs alongside your normal booking platforms · Syncs natively with your PMS
If you run 20 properties at $60K average annual revenue, your portfolio does $1.2M in gross bookings. Here’s where it leaks — quietly, every month, while you’re putting out fires.
$180K
/yr to OTAs
Airbnb and VRBO take 15% of every booking. On a $1.2M portfolio, that’s a quarter of your revenue handed over — for a guest you’ll never own.
8–15%
of nights empty
The average STR runs 8–15% of nights unbooked. Another $96,000–$180,000/year evaporates into empty calendar squares.
97%
of visitors leave without booking
97% of first-time site visitors leave without booking. Without retargeting, lookalike audiences, and a past-guest engine bringing them back, that demand walks out the door — and has to be earned again from scratch.
You don’t have a booking problem. You have a channel problem.
You’ve tried this before
Each one moves a single lever. None of them move the channel.
Direct booking isn’t a tool you bolt on. It’s a system:
Run any one of those alone and the math doesn’t work. Run them as one engine and they compound.
That’s the system we run.
Introducing
A custom direct booking site, plus 5 AI agents and 1 human strategist that run on top of it. Built and launched in 7 days.
The Site
Built once. Yours forever.
The Agents
AI-powered. Human-overseen.
Both included. Both work together. Compounds every month after launch.
The Site
Built once and yours forever. The runway the 5 agents fly on, designed and launched in 7 days.
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No templates. Your brand, your photos, your voice. Built from scratch.
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Schema markup, page speed, local SEO, and structured data tuned so ChatGPT, Perplexity, and Google AI Overviews can find and recommend you — not just Google’s blue links.
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We claim, verify, and build out your Google Business Profile — photos, business info, service area, and review routing. When a guest Googles your brand, you show up looking like a real operator.
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Live availability, instant booking, payment processing. All integrated, all native.
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Two-way live sync with Guesty, Hostaway, Hospitable, OwnerRez, or Lodgify.
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Continuous A/B tests on hero, CTA, and page speed. The site gets better every month.
Yours to keep. Yours to own. We don’t hold your domain, your data, or your design hostage.
Recent build
A direct booking site we built for Dan & Becky, a 14-property portfolio in San Diego, California.
Five agents plus one human strategist. Each one does a job your site can’t do alone. Each one feeds the next.
The Pricing Agent
Replaces
Your $20/unit/month dynamic pricing tool that you forget to check.
Monitors your calendar continuously and adjusts pricing in real time — using local demand signals, comp-set occupancy, and your forward-booking pace. Tuned to your portfolio, not a generic algorithm running in someone else’s account.
You get
Gap nights filled before they go empty. Higher RevPAR. One less tool to babysit.
The Past-Guest Agent
Replaces
The "I should email past guests" todo that’s been on your list for two years.
Reactivates your dormant past-guest list with personalized email and SMS sequences — timed to seasonality, stay anniversaries, gap-night windows, and local events. Your highest-margin booking channel, currently doing nothing. Most operators see direct bookings within the first 7 days.
You get
A dormant list of 500–2,000 past guests turned into recurring direct revenue.
The Paid-Traffic Agent
Replaces
The freelancer you fired last year who never actually moved bookings.
Runs daily Meta and Google campaigns — testing creative, killing losers, scaling winners. Lookalike audiences feed off your past-guest list, so cost-per-booking drops as the system learns who actually books on your site.
You get
Paid traffic that ROIs, with creative that gets sharper every month, not staler.
The Recovery Agent
Replaces
The 97% of site visitors who left without booking and you never thought about again.
Catches the 97% of site visitors who leave without booking. Cross-channel retargeting on Meta and Google brings high-intent visitors back to the booking flow with creative tuned to convert browsers into bookings. The difference between paying for a click that vanishes and paying for a booking that closes.
You get
Conversion lift on every dollar of paid traffic. CPA that drops month after month.
The Revenue Agent
Replaces
The dashboard you don’t open. The agency report you don’t trust.
A monthly direct-revenue report and a personalized Loom from your strategist. What shipped this month, what converted, what we’re tuning next. No spreadsheets. No "just check the dashboard."
You get
Knowing exactly what’s working — without ever opening a dashboard.
The Compounding Loop
Most marketing decays. Yours compounds. Each month unlocks something the last one made possible.
Month 1
Your direct channel goes live.
Site and Google Business Profile launch. Past-guest reactivation campaigns fire and direct bookings start hitting within days. Dynamic pricing begins filling gap nights from day one.
Month 2
Your customer list starts paying for itself.
Real direct guests now power lookalike audiences for paid traffic. Cost-per-booking drops as the system learns who actually books on your site, not just who clicks.
Month 3
The flywheel clears its own fee.
Three months of site traffic gives retargeting a real audience to work with. Direct booking revenue crosses 5× your monthly fee — the 90-day guarantee threshold. From here, every dollar of direct booking revenue is yours, not anyone else’s.
Month 4+
Every booking makes the next one cheaper.
Past guests rebook. Lookalike audiences refresh themselves. SEO momentum compounds. Your direct bookings keep climbing without spending more on ads.
Meet the founder
I built HostFleet after watching my parents in the property management space grind through the same daily headaches you’re dealing with right now.
I’m the one calibrating your agents on Day 0 and the one you text when something breaks. No layers, no support tickets.
Day 0
The Fit Call
15 minutes. Tell us your portfolio size, your markets, and where you are with direct bookings. We tell you what HostFleet would do for your portfolio, what it would cost, and whether it’s a fit.
Day 1
Strategy Kickoff
60-min Zoom. We map your brand voice, target guest, comp set, goals, and the metrics we’re driving from day one.
Days 2–6
Design + Content
Custom site mockup. We write your copy. You approve in one short review — not a back-and-forth marathon.
Day 7
Build + Launch
Site ships. AI agents activated. The Rebooker fires its first campaign. You’ll see direct bookings before launch is officially done.
Day 8+
Run & Refine
Monthly Loom + revenue report by email. AI agents working 24/7. You get back to running your business.
Most tools solve one piece of the problem. The Flywheel runs the whole system.
| Their pitch | The Direct Booking Flywheel | |
|---|---|---|
| Boostly / Lodgify | "They sell you a website." | We run the entire direct channel — and guarantee the revenue. |
| PriceLabs / Wheelhouse | "They price your nights." | We fill them: pricing, ads, retargeting, and past-guest rebooking, all integrated. |
| Generic marketing agency | "They run ads and hope." | We run a fleet of AI agents and guarantee 90-day payback. |
| Hiring an in-house marketer | "$70K/year, 6-month ramp, no AI tooling." | The Flywheel costs less, runs 24/7, and pays for itself in 90 days — guaranteed. |
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If your direct booking revenue doesn’t exceed 5× your monthly fee within 90 days of launch, we keep running your account free until it does — and we refund your setup fee.
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If we miss your launch date, we credit your next month.
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30 days notice, cancel any time. No exit fees. We earn your business every month.
Also included
Every Flywheel build ships with these three setup pieces — not as upsells, not as fast-action bonuses. Just things that should be in the box and almost never are.
1.
Past-Guest List Cleanup & Segmentation $875
IncludedWe dedupe, clean, and segment your past-guest list before The Rebooker fires — tagged by stay type, market, season, and repeat status. Better data on day one means better campaigns from week one.
2.
Local Market Demand Brief $1,250
IncludedA 12-page report on your specific market: comp-set occupancy and ADR, seasonality patterns, the 5 events that move bookings most, and where your market actually books from.
3.
Domain Migration $525
IncludedIf you have an existing site, we migrate the domain, redirect old URLs, and preserve your SEO juice. No traffic loss. No ranking drop. No "starting over."
$2,650 of additional setup work, included with every Flywheel build. No upsell, no add-on tier, no monthly rotation.
Built for you if
Skip us if
Pricing is one flat monthly fee plus a one-time setup — no per-property fees, no surprise charges, no agency-style markups on ad spend. We’ll confirm the exact numbers on the fit call after we’ve seen your portfolio.
Ad management is included. Ad spend is yours. You keep your own Meta and Google ad accounts on your own card — no agreements with us about ad money, no markups, no percentage of spend. You set the monthly ad budget that fits your portfolio (most 10–40 unit operators run $2,000–$8,000/month). We run the campaigns inside it: creative, testing, optimization, scaling. You see every dollar spent, and you can pause or change the budget any time.
There isn’t one. The 90-day clock starts when your site goes live. “Direct booking revenue” means anything that didn’t pay 15% to Airbnb, Vrbo, or Booking.com — bookings through your new site, bookings the Rebooker generates from your past-guest list, anywhere our agents drive guests direct. If that revenue doesn’t exceed 5× your monthly fee within those 90 days, we stop invoicing you and keep running your account free until it does — and we refund your setup fee. We make money when you do.
A human catches it before you ever see it. The agents draft, propose, and monitor. Nothing public-facing ships without a human on our team reviewing it. The Rebooker drafts every past-guest email; we review and approve before it goes out — no “the AI hit send” surprises. The Pricing Sentinel operates inside hard floor and ceiling rates you set during onboarding — it can flex pricing inside that band, but it physically cannot post a $30 night on your $300 property. The Ad Optimizer’s first round of creative goes to you for review before launch; after that, we author and ship creative directly, and you can always see exactly what’s running in your own ad accounts. We use AI to do the work faster. We don’t use it to replace the judgment of a human who’s seen what good looks like.
No. We don’t log in, we don’t change your copy, and we don’t pause your bookings. Same listings, same calendar, same pricing. We actually want you on Airbnb — it’s the largest top-of-funnel channel for short-term rentals. Our job is to convert the guests Airbnb sends you into a direct channel you own. Cutting Airbnb off would be cutting off most of your top-of-funnel.
We integrate with any PMS that has an API. Mention yours on the fit call and we’ll confirm before you sign.
Onboarding takes maybe two hours total — a 60-minute kickoff Zoom, sending us your photos and property data, and a review pass on the site mockup and the first batch of ad creative. After that: 10–15 minutes a month. We send you one Loom and one revenue report by email. Watch when convenient. We’re available anytime if you want to check in or change something — but no mandatory calls, no weekly status meetings, no homework.
Cancel any time with 30 days notice. No exit fees. No clawbacks on your setup or any past months. You keep everything: your site, your domain, your guest CRM, your ad accounts, your analytics. We don’t hold anything hostage. If you leave, you walk out the door with the full system you paid us to build.
You don’t pay until it pays you. If the Flywheel hasn’t done 5× your monthly fee in direct bookings within 90 days, we work free until it does — and refund your setup.
Direct sites take 7 days to launch and 90 days to compound. Every week you wait is another week of OTA fees and gap nights you’ll never get back.